Smoking friendly holiday rentals in Western Massachusetts

Find and book unique smoke-friendly rentals on Airbnb

Top-rated smoke-friendly rentals in Western Massachusetts

Guests agree: these smoking-friendly rentals are highly rated for location, cleanliness and more.

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Top guest favourite
Guest house in Woodstock
5 out of 5 average rating, 415 reviews

Steps toTown/Bus Pet Ok/No Extra Fees! &Five Star

PRIVATE Modern/Rustic Apt WALK TO TOWN 5 * Rating "PREMIER" NO EXTRA CHARGES! 1000 sq ft Pet Friendly n/c Park Master King Suite &I can put up 2cots /crib Full Kitchen Cathedral Living Room w/Mountainview. 1 1/2 Bath Deck for Outside Dining w/Mountainview WOOD FIREPLACE ondeck Wi-Fi Wash/Dryer Gas BBQ Steps to CTR of Town Green & NYC Bus-stop, THE COLONY, Yum Yum, Goodnight , Garden Cafe, Silvias, Bread Alone, Mud Club, Station Bar, shops . Cemetery's Bubbling Stream, PrivatePlayground

Guest favourite
Flat in Northampton
4.9 out of 5 average rating, 211 reviews

Luxury w sunny balcony in best downtown location

Bright, newly renovated, luxuriously furnished, tree-lined flat a few steps from Northampton's vibrant downtown. Sliding glass doors open to a lovely balcony overlooking trees and roofs. Open floor plan, eat-in butcher-block kitchen, dishwasher, living room with movie projector, home theater system, queen pullout sofa. Spacious queen bedroom with 42" HDTV, private study nook. Access to yard areas with outdoor dining table, heated 36-ft pool, play gym. Basement washer/dryer. Off-street parking.

Guest favourite
Cabin in Elka Park
4.98 out of 5 average rating, 100 reviews

The Paradise Cabin w/ Sauna - 10 min to the Falls!

Great Natural Light + Fresh Air System + Freestanding bathtub w/ Rain Shower Head + Deck with Sun Sail & Charcoal BBQ + Wood burning Chiminea + Outdoor Shower + Sauna + Sunny Location Amazing Views Very Private The Paradise Cabin, an 1800s farmhouse renovated w/ passive house principles and modern design, features an unchanged exterior (except for the south-facing glass wall) and an open floor plan interior w/ natural materials. Enjoy amazing views, thermal comfort and a cozy at home feeling.

Guest favourite
Tiny home in Cambridge
4.92 out of 5 average rating, 214 reviews

Runamuk Farm

Picturesque location on farmland with views of the mountains. We are a micro farm. Wake up and watch the sunrise and go for a short hike on the property, and get to know the animals. We are located 35 minutes from Saratoga Springs and Lake George, NY and 45 minutes from Dorset and Manchester, VT. Hike the Adirondack or Green Mountains, paddle the streams or go to a nearby small city for a play, a festival, or a concert. There is a long list of things to do and see within an hour of our camp.

Top guest favourite
Home in Saugerties
4.98 out of 5 average rating, 178 reviews

The Mushroom Palace (Hot Tub, Sauna & Cold Plunge)

This isn't your typical bougie & hip upstate Airbnb, it's definitely not too modern and it definitely ain't the prettiest but it's got some soul and dope vibes. This was the first property I bought when I moved upstate and me, my dog and roommates lived here for years before I started renting it! It's a great space for an affordable getaway for a couple (with your pet!) or for a group of homies. Centrally located within 10 mins to Woodstock, Hunter, Saugerties, Kingston, etc - come relax <3

Guest favourite
Home in Saugerties
4.91 out of 5 average rating, 425 reviews

Hot Tub, Fire Pit, Fully-Fenced Yard, Wood Stove

Pet friendly, with a fully fenced in yard, The Hartwood House is the perfect upstate getaway. Located in beautiful West Saugerties, this 2 bedroom/1 bath home is designed to unwind and relax. Secluded and quiet, a central base to explore the Catskills. Just minutes to all the Woodstock/Saugerties destinations, HITS, Hunter Mountain, and more. This is a private oasis in the heart of the Catskills. Features include a hot tub, fire pit, BBQ, and more to make experience one you'll never forget!

Guest favourite
Tiny home in Jamaica
4.94 out of 5 average rating, 1,296 reviews

Apple Blossom Cottage: A Tiny House

The ABC is located just 15 minutes from the Stratton Mountain Gondola and just 2 miles from the popular Jamaica State Park. Comfortable for up to 5 people. The private tiny house includes fresh linens, dedicated Wi-Fi, a kitchenette, hot shower, flushing toilet, fire pit and porch. The calendar is accurate. Stratton Mountain Resort 10 miles Grace Cottage Hospital 7 miles Magic Mtn 15 miles Bromley 18 miles Mount Snow 15 miles Brattleboro 24 miles Okemo 30 miles Killington 47 miles

Guest favourite
Treehouse in Guilford
4.99 out of 5 average rating, 167 reviews

Cozy tent in the trees on organic flower farm

Tuck yourself into a mature oak forest on the field’s edge of our flower farm, Tapalou Guilds. All-weather canvas tent is pitched with a comfy king mattress inside. Three elevated decks with chairs and a hammock give you options for relaxing and steeping in the forest vibe. Fully equipped outdoor kitchen with propane gas range. We provide potable water from our well. Outdoor shower with on-demand hot water. Simple outhouse with sawdust composting system is clean and convenient.

Guest favourite
Cottage in Middle Grove
4.97 out of 5 average rating, 103 reviews

Off Grid Cottage view of stream sitting on boulder

The Cottage at Brookledge former girls summer camp -11 mi. from Sacandaga Lake -12 mi. from downtown Saratoga + SPAC -Pet friendly -60 acres gated property -Firepit -View of stream with wrap around deck -Heat -Vintage cooler, no fridge -Cooktop, grill, kettle, pots, pans, utensils, dishes -Private outhouse -Showers in bathhouse (open year-round) -Water canister in cabin -Jackery generator for electricity -Games, books, hammock -No Wifi in cottage -Wi-Fi available in Pavilion

Top guest favourite
Home in Saugerties
4.97 out of 5 average rating, 138 reviews

The Stone Cottage Close to HITS

In the 1700s Queen Anne of the Netherlands gifted a parcel of land to her Dutch subjects, the Schoonemakers. The family built a stone cottage, from which they cultivated acres of orchards in the Hudson Valley. Today, you can stay in this 275-year old stone cottage and enjoy its modern kitchen, European bath, wide-plank pine floors and sun lit bedrooms. Half a mile away, you'll find Falling Waters preserve with hiking trails through the woods and down to the Hudson River.

Top guest favourite
Flat in New Ipswich
4.95 out of 5 average rating, 111 reviews

Quiet country apartment in farmland setting.

Cozy studio located on 90 acres of private property that includes conservation woodland and fields, perfect for a challenging hike and wildlife viewing. Apartment has 1 queen bed with roll out cot and a full bathroom with shower and selection of towels. The fully equipped kitchen comes with a refrigerator, microwave, and the washer and dryer downstairs mean less packing. When not out and about exploring the countryside there is WiFi and a smart TV to keep you entertained.

Top guest favourite
Place to stay in Coventry
4.99 out of 5 average rating, 120 reviews

Get Away Rock Farm Suite UConn Best Rated Clean

The Get Away Studio Suite on Rock Farm” is a quiet, safe, airy 600 sf open floor plan with 9ft ceilings. Peaceful secluded country setting 600ft in woods. Enjoy a comfy king bed, twin bed, kitchen, dining, living area & full bath. All Sundries & amenities. DIY breakfast! Near malls, groceries, lakes, 13 min UCONN, 20 min Hartford, trails & parks only mins away. WE ARE 5 ⭐️ RATED CLEAN with excellent hospitality. See The Hide Away https://www.airbnb.com/h/atrockfarm

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